A beach with people standing and facing the ocean, with their arms raised. There are two suitcases on the sand.

Find Hotels with a Pool in Holiday, FL

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Holiday Hotels with a Pool

Tonight
Oct 11 - Oct 12
Tomorrow
Oct 12 - Oct 13
Next weekend
Oct 16 - Oct 18
In two weeks
Oct 23 - Oct 25

Our top choices for Holiday hotels with a pool

A swimming pool with a no diving sign, lounge chairs, and a lifeguard on duty sign.
A lobby with a reception desk, green upholstered seating, a white coffee table, and a blue patterned rug.
A hotel room with a large bed, two bedside lamps, a wooden nightstand, a desk, and a chair.
Room

1. Fairfield Inn & Suites Holiday Tarpon Springs

Fairfield Inn & Suites Holiday Tarpon Springs
Holiday
  • Dive into poolside paradise with premium loungers and sun-dappled waters at this serene hotel retreat.
$107 nightly
$120 total
Oct 18 - Oct 19
Total with taxes and fees
Fairfield Inn & Suites Holiday Tarpon Springs
A backyard with a swimming pool, two lounge chairs, a red umbrella, and a white fence.
A modern living room with a blue sofa, a flat-screen TV mounted on the wall, and a decorative vase with dried flowers.
A bedroom with a bed, a bedside table, a TV mounted on the wall, and a window with curtains.
A kitchen with wooden cabinets, a stainless steel microwave, a toaster, a stove, and a refrigerator.

2. Sunny Oasis by Tarpon - Heated Pool, Hot Tub & Playground

Sunny Oasis by Tarpon - Heated Pool, Hot Tub & Playground
Holiday
$238 nightly
$263 total
Nov 1 - Nov 2
Total with taxes and fees
Sunny Oasis by Tarpon - Heated Pool, Hot Tub & Playground
A poolside view with a glass of drink, a covered seating area, and a view of the sunset over a body of water.
Private kitchen
A modern living room with a sectional sofa, a small round table, and a bar area with stools.
A fire pit with two Adirondack chairs, a stone fire surround, and a view of a body of water with lights in the background.

3. Lakefront Paradise, with Heated Private Pool.

Lakefront Paradise, with Heated Private Pool.
Tahitian Development
  • Lakefront paradise offers families private pool enjoyment while viewing wildlife from the water.
$362 nightly
$401 total
Oct 25 - Oct 26
Total with taxes and fees
Lakefront Paradise, with Heated Private Pool.
A rectangular swimming pool with clear blue water, surrounded by a black fence.
A hammock on a wooden deck overlooking a lake with houses in the background.
A lifeguard tower with a flat roof, multiple windows, and a metal railing.
A beach with umbrellas, beach chairs, and people swimming in the water.

4. GREAT LOCATION WATERFRONT, HEATED POOL! BEAUTIFUL SUNSETS, ALL PETS STAY FREE!

GREAT LOCATION WATERFRONT, HEATED POOL! BEAUTIFUL SUNSETS, ALL PETS STAY FREE!
Holiday
$483 nightly
$534 total
Oct 14 - Oct 15
Total with taxes and fees
GREAT LOCATION WATERFRONT, HEATED POOL! BEAUTIFUL SUNSETS, ALL PETS STAY FREE!
A house with a swimming pool, outdoor seating, and a piano.
A beach with white sand, palm trees, and a pier in the background.
A dining area with a table set for two, featuring a vase of flowers, candles, and woven placemats.
A modern kitchen with stainless steel appliances, light-colored cabinetry, and a central island.

5. Coastal Family Escape with Heated Private Pool•Near Beaches

Coastal Family Escape with Heated Private Pool•Near Beaches
Holiday
$434 nightly
$479 total
Oct 12 - Oct 13
Total with taxes and fees
Coastal Family Escape with Heated Private Pool•Near Beaches
A covered outdoor swimming pool with a slide, lounge chairs, and a patio area.
A modern kitchen with white cabinetry, stainless steel appliances, and a central island with bar stools.
A modern kitchen with white cabinets, a central island with bar stools, a ceiling fan, pendant lights, and a large window with blinds.
A modern kitchen with white cabinets, a central island, and a dining area with a table and chairs.

6. Coastal Family Retreat – Heated Pool, Fire Pit & Fun!

Coastal Family Retreat – Heated Pool, Fire Pit & Fun!
Holiday Lakes West
$420 nightly
$464 total
Oct 13 - Oct 14
Total with taxes and fees
Coastal Family Retreat – Heated Pool, Fire Pit & Fun!
A covered outdoor seating area with a pool in the background.
A modern kitchen with white cabinets, a granite countertop, and a built-in microwave. There are two brown chairs and a small table with decorative items.
A kitchen with granite countertops, a stainless steel sink, and a coffee station.
A dining area with a dark wooden table set for six, surrounded by brown leather chairs.

7. Luxe Retreat with Resort-Style Backyard w/Heated Pool • Fire Pit • Near Beaches

Luxe Retreat with Resort-Style Backyard w/Heated Pool • Fire Pit • Near Beaches
Holiday
$445 nightly
$491 total
Oct 12 - Oct 13
Total with taxes and fees
Luxe Retreat with Resort-Style Backyard w/Heated Pool • Fire Pit • Near Beaches
A swimming pool with a glass enclosure, outdoor seating, and a white building with large windows.
A dining area with a table and chairs, large windows, and a view of a swimming pool.
A dining area with a dark wooden table, four upholstered chairs, and a vase with red flowers.
A spacious living room with a grey sectional sofa, a small round table, and a flat-screen TV.

8. Cozy Canal-Front Getaway•Heated Pool•Relaxation•Fishing•Beaches Nearby

Cozy Canal-Front Getaway•Heated Pool•Relaxation•Fishing•Beaches Nearby
Holiday Lake Estates
$440 nightly
$485 total
Oct 12 - Oct 13
Total with taxes and fees
Cozy Canal-Front Getaway•Heated Pool•Relaxation•Fishing•Beaches Nearby
A pool area with a glass ceiling, lounge chairs, and a patio with a table and chairs.
A modern dining area with a glass table, beige upholstered chairs, and a chandelier.
A spacious living room with a large sectional sofa, a flat-screen TV mounted on a wooden wall, and a ceiling fan.
A bathroom with a glass shower enclosure, a freestanding bathtub, and a tiled backsplash with a floral pattern.

9. Elegant Coastal Oasis Near Beaches & Heated Private Pool

Elegant Coastal Oasis Near Beaches & Heated Private Pool
Holiday Lakes West
$479 nightly
$528 total
Oct 12 - Oct 13
Total with taxes and fees
Elegant Coastal Oasis Near Beaches & Heated Private Pool
A swimming pool with a tiled deck, a building with a blue facade, and a clear sky.
A hotel room with a large bed, a wooden nightstand, a desk, and a chair. There is a window with curtains, a wall-mounted lamp, and a patterned wall.
A modern reception area with a wooden panel wall, a crescent moon design, and a counter with computers.
A modern hotel with a prominent 'Comfort Inn & Suites' sign, a well-lit entrance, and a landscaped area with a small pool.

10. Comfort Inn & Suites New Port Richey Downtown District

Comfort Inn & Suites New Port Richey Downtown District
New Port Richey
  • Escape to a sparkling oasis at this downtown hotel with a refreshing outdoor pool experience.
$84 nightly
$95 total
Nov 1 - Nov 2
Total with taxes and fees
Comfort Inn & Suites New Port Richey Downtown District
View all properties

Choose what matters most at hotels with a pool in Holiday

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Holiday Hotel Reviews

Opal Sands Resort

Opal Sands Resort

10/10 Excellent
"Best"
Artemii 1-night trip
Posted 2 hours ago
Opal Sands Resort
Pelican Pointe Clearwater Beach Hotel

Pelican Pointe Clearwater Beach Hotel

10/10 Excellent
":)"
Robert 4-night trip
Posted 2 hours ago
Pelican Pointe Clearwater Beach Hotel
Grand Hyatt Tampa Bay

Grand Hyatt Tampa Bay

10/10 Excellent
"We had a wedding at oystercatchers and stayed in the casitas and had an incredible time!"
Lia 1-night trip
Posted 17 hours ago
Grand Hyatt Tampa Bay
The Westin Tampa Bay

The Westin Tampa Bay

10/10 Excellent
"Would highly recommend"
Christopher 1-night trip
Posted 18 hours ago
The Westin Tampa Bay

Frequently asked questions

What are the best hotels in Holiday with outdoor pools?
The Fairfield Inn & Suites Holiday Tarpon Springs is a fantastic option for travellers seeking a hotel with an inviting outdoor pool. Rated 9.0 by guests, this hotel stands out not only for its refreshing pool but also for the complimentary continental breakfast that many have described as excellent and tasty.Families will appreciate the extra conveniences, such as free WiFi and self-parking, allowing for a straightforward stay. The attentive staff has received high praise, often being described as great and amazing, ensuring an inviting space for both parents and children.
How much does a hotel with outdoor pool in Holiday cost?
Enjoy staying in a hotel in Holiday with an outdoor pool. You can find a great deal from $77 on Expedia. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
Is it cheaper to book flights and a Holiday hotel with a pool as a package?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect vacation package.
Can I cancel my hotel reservation on Expedia?
Expedia has plenty of refundable hotels. In many cases, you need to cancel your booking 24-48 hours ahead of your arrival date. Remember to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel in Holiday for you.

Explore a world of travel with Expedia